4-methyl-1-piperidin-1-ylpentan-1-one

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 4-Methyl-1-piperidin-1-ylpentan-1-one (372.4 g) and toluene (1000 mL) were mixed. To the mixture was added (Ph3P)IrCl(CO) (633 mg). In a water-bath, 1,1,3,3-tetramethyldisiloxane (627 mL) was added dropwise to the mixture. The resulting mixture was stirred at RT for 2 hr. The reaction mixture was concentrated in vacuo to give the title compound (844 g) as a crude product. The reaction mixture was concentrated in vacuo

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 4-Methylvaleric acid (238 g) and DMF (833 mL) were mixed. After an addition of piperidine (233 mL), HOBt.H2O (361 g) and WSC.HCl (452 g) to the mixture at ice temperature, the resulting mixture was stirred at RT overnight. To the reaction was added water (1000 mL) at ice temperature and the resulting mixture was extracted with toluene (500 mL×2). The organic layer was washed with aqueous 10 w/v % sodium carbonate (500 mL+300 mL) and water (500 mL×2). The organic layer was concentrated in vacuo to give the title compound (414.29 g) as a crude product. the resulting mixture was extracted with toluene (500 mL×2) The organic layer was washed with aqueous 10 w/v % sodium carbonate (500 mL+300 mL) and water (500 mL×2) The organic layer was concentrated in vacuo